Classification and Nomenclature of Organic Compounds are discussed

1. Classification , Nomenclature &
Isomerism of Organic Compounds
By
Dr. Nidhi Gupta
MM College of Pharmacy, MM (Deemed to be
University), Mullana, Ambala, India

2. ▶ Organic chemistry is the study of the structures,
reactions and properties of carbon-based
compounds.
▶ Note:
◦ Carbon monoxide, carbon dioxide, metal carbonates
and metal cyanides are not classified as organic
compounds.
Organic Chemistry
2
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Why does carbon form so many
compounds?
Bonding Nature
of Carbon
Tetravalent
• Carbon forms four bonds.
• Due to strong C−C bond, it can
bond with itself to form stable
straight or branched chains, or
ring structures.
Strong C−C bonds
• C−C bonds are much stronger
than bonds between atoms of
other elements.
Bond Bond energy
/ kJ mol−1
C−C 350
Si−Si 222
N−N 160
O−O 150
Multiple bonds
• Carbon can also form
single, double or triple
bonds with itself.
• Carbon compounds can
have varying degree of
unsaturation.

5. CLASSIFICATION OF ORGANIC
COMPOUNDS

6. Acyclic or open chain compounds
These compounds are also called as aliphatic compounds and
contain an open chain of carbon atoms. Further, they may be
either straight or branched chain, for example:

7. Cyclic or closed chain compounds
The compounds whose molecules contain ring structure are
called as cyclic compounds and divided into two categories;
homocyclic or carbocyclic and heterocyclic.
Carbocyclic compounds have ring made up of carbon atoms
only and further divided into two categories; alicyclic and
aromatic.
Heterocyclic compounds have one or two atoms other than
carbon in the ring.

8. Alicyclic carbocyclic compounds
Alicyclic (aliphatic cyclic) compounds contain carbon atoms
joined by single covalent bonds in the form of a ring. They
exhibit properties similar to aliphatic compounds.
Some examples are

9. Aromatic compounds
They are a special type of compounds which contain benzene and other
ring related compounds. They can also classified as monocyclic, bicyclic
and tricyclic according to they contain one, two or three aromatic rings.
Some of the examples are as follows:

10. Hetreocyclic compounds
They contain one or two atoms other than carbon atoms in the
ring. The hetreocyclic compounds containing five and six atoms
in the ring are called as five and six membered respectively.

11. Hydrocarbons : Compounds containing only carbon and
hydrogen are called hydrocarbons.

12. Functional group
It can be defined as an atom or a group of atoms which determines the chemical
behaviour of an organic compound i.e. Chemical Properties of any organic
compound are the properties of functional group.
Each functional group gives the chemical reactions which are largely
independent of the rest of the molecule.
Examples in this case are hydroxyl group (−OH), aldehyde group (−CHO) and
carboxylic acid group (−COOH).
Classes of organic compounds
A series of compounds containing the same functional group
constitutes a class of organic compounds. For example: Following
compounds all belong to a class of compounds called as alcohols.

13. Compounds in the same class undergo similar type of chemical reactions.
Therefore, it is convenient to use a general formula for a class of
compounds. For alcohols, general formula is R-OH while for amines it is
R-NH2.
Homologous series: A group or a series of organic compounds in which
each member contains the same characteristic functional group and
differs from each other by a fixed unit form a homologous series and each
member is known as homologue of its immediate neighbor.
The members of the homologous series can be represented by a general
formula and the successive members differ from each other in the
molecular formula by a –CH2 unit. The general formula for alcohols is
CnH2n+1OH from which molecular formula of members can be calculated by
taking n = 1, 2 and 3.
All the members contain same functional group, show gradation in
physical properties & similarity in chemical properties.

16. Nomenclature of Organic Compounds
Common name: The name assigned to an organic compound by the
discoverer as he thought appropriate and has no structural relevance
is known as its common or trivial name.

17. Systematic name: The rationale name of an organic compound derived
from its structure is called as systematic name. Each name stands for one
compound and one structure. The systematic nomenclature has been
developed and used in modern practice is the IUPAC nomenclature. The
names assigned to the organic compounds according to this system are
known as IUPAC (International Union of Pure and Applied Chemistry)
names.
IUPAC system provides the set rules for assigning the names to all the
known organic compounds and to many more yet to be synthesized.
Open chain saturated hydrocarbons as a class are named alkanes
and with a cyclic carbon structure are named as cycloalkanes.
Straight chain hydrocarbons: The alkanes whose molecules are
made up of continuous or straight carbon chains are referred to
as Straight chain alkanes.

18. The names of such compounds are based on their chain structure, and
end with suffix ‘-ane’ and carry a prefix indicating the number of carbon
atoms present in the chain (except from CH4 to C4H10, where the prefixes
are derived from trivial names).

19. IUPAC Nomenclature of Alkyl groups
The hydrocarbon unit derived by removal of one hydrogen of an alkane, are
called alkyl groups. The IUPAC name of an alkyl group is obtained by replacing
the ending -ane of the parent alkane with -yl (alkane—ane+yl = alkyl). Thus
CH3CH3 is alkane and CH3CH2 is alkyl. The alkanes with a continuous carbon-
chain or normal carbon-chain are referred to as normal alkanes.

20. Branched alkanes: When an alkane has a shorter side-chain
attached to the continuous-chain, it is designated as a Branched
alkane. The continuous chain is called the root or parent, while
the side-chain is called the alkyl group. The carbon of the alkyl
group bonded directly to the parent chain is referred to as the
head carbon.

22. ✓In the case of poly functional compounds, one of the functional group
is chosen as the principal functional group and other are treated as
substituents. The compound is then named on that basis.
The order of decreasing priority for some functional groups is:
-COOH, –SO3H, COOR, COCl, -CONH2, -CN,-HC=O, >C=O, -SH, -NH2,
>C=C<,-C≡C- , -C-C-, ROR, R-X (F, Cl, Br, I), -NO2, -R.

23. IUPAC Rules for Naming Hydrocarbons
1. Choose the correct ending: -ane, -ene, or –yne.
2. Determine the longest carbon chain. Where a double or triple
bond is present, choose the longest chain that includes this
bond. If there is a cyclic structure present, the longest chain
starts and stops within the cyclic structure.
3. Assign numbers to each C of the parent chain. For alkenes
and alkynes, the first carbon of the multiple bond should have
the smallest number. For alkanes the first branch (or first point
of difference) should have the lowest assigned number.
Carbons in a multiple bond must be numbered consecutively.
4. Attach a prefix that corresponds to the number of carbons in
the parent chain. Add cyclo- to the prefix if it is a cyclic
structure.

24. 5. Determine the correct name for each branch (“alkyl” groups
include methyl, ethyl, propyl, etc.)
5. Attach the name of the branches alphabetically, along with
their carbon position, to the front of the parent chain name.
Separate numbers from letters with hyphens (e.g. 4-ethyl-2-
methyldecane)
5. When two or more branches are identical, use prefixes (di-, tri-
tetra, etc.) (e.g. 2,4-dimethylhexane). Numbers are separated
with commas. Prefixes are ignored when determining
alphabetical order. (e.g. 2,3,5-trimethyl-4-propylheptane)
5. When identical groups are on the same carbon, repeat the
number of this carbon in the name. (e.g. 2,2-dimethylhexane)
IUPAC Rules for Naming Hydrocarbons

25. IUPAC Rules for Naming Branched Alkanes
1. Select the longest continuous carbon chain and name the branched alkane as
alkyl derivative of the parent alkane containing this chain.
2. The parent-chain carbon atoms are numbered 1, 2, 3, 4, etc., beginning with
the end nearest to the branch alkyl group. This gives the lowest number to the
carbon to which the alkyl group is attached.
3. When two or more different alkyl groups are present on the parent chain,
assign position-number to each and list them alphabetically with a hyphen in
between.

26. 4. When two or more identical groups are present, indicate this by the use of
the prefixes di, tri, tetra, etc., immediately before the alkyl group. Commas are
used to separate position numbers from each other.
5. While determining the alphabetic order, the prefixes di, tri, tetra etc., are ignored.

27. • In case the substituent on the parent chain is a complex one (containing more than 4
carbons), name it as a substituted alkyl group whose carbon chain is numbered from
the carbon attached o the main chain. The name of the complex substituent is given in
brackets to ovoid confusion with the numbers of the parent chain.
IUPAC Rules for Naming Cycloalkanes
• Cycloalkanes are saturated hydrocarbons with a ring of carbon atoms in the
molecule. Their IUPAC names are derived by prefixing cyclo to the names of
continuous-chain alkanes containing the same number of carbon atoms.

28. Substituted Cycloalkanes. These are named according to the following rule.
1. The name of the alkyl side-chain is prefixed to the name of the parent
cycloalkane.
2. When more than one side-chain is present, we number the ring beginning
with one side chain so that the next side-chain gets the lower number
possible.
3. If the alkane chain has a greater number of carbons than the ring, we
designate the ring as the substituent.

29. Write the IUPAC names of following compounds

30. IUPAC Rules for Naming Alkenes
A hydrocarbon with one double bond C=C is called an alkene. The functional group
of alkenes is C=C, which is designated by the suffix ene.
1. Select the longest Continuous chain that contains both carbons of the double bond
and change the name of the corresponding alkane from ane to ene.
2. Number the parent chain beginning at the end nearer the double bond and indicate
the position of the double bond by using the number of the first carbon of the double
bond as prefix.
3. Name and indicate the position of any substituent group as for the alkanes.
4. When there are two or more double bonds in a continuous chain alkene, it is named
as Alkadiene, Alkatriene, and the locator numbers of the double bonds are prefixed.
5. In a branched alkene with several double bonds, the parent chain is the longest
continuous chain that contains the maximum number of double bonds. Thus,

31. Write the IUPAC names of following compounds
IUPAC Rules for Naming Alkyl Halides
• In the IUPAC system, alkyl halides (RX) are named as halogen substituted
alkanes (Haloalkanes). Thus the name of a halogen compound is given by
prefixing fluoro, chloro, bromo and iodo to that of the alkane. For naming
complex halogen compounds, the same IUPAC rules as for branched alkanes
are applied.
(1) The longest continuous carbon chain bearing the halogen atom is
numbered from the end nearer to the halogen and the parent alkane named.
(2) The name of the halogen substituent is prefixed to the alkane name.

32. (3) When there are two or more halogens, the appropriate prefix di-, tri-, tetra- are
used.
(4) If the halogens are different, they are named in alphabetic order.
(5) Halogen-substituted alkenes are named as Haloalkenes.